N5-((5-fluoro-2,3-dihydrobenzofuran-4-yl)methyl)-N8-methyl-N8-phenyl-[1,2,4]triazolo[4,3-c]pyrimidine-5,8-diamine

ID: ALA4856056

PubChem CID: 164609726

Max Phase: Preclinical

Molecular Formula: C21H19FN6O

Molecular Weight: 390.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(c1ccccc1)c1cnc(NCc2c(F)ccc3c2CCO3)n2cnnc12

Standard InChI:  InChI=1S/C21H19FN6O/c1-27(14-5-3-2-4-6-14)18-12-24-21(28-13-25-26-20(18)28)23-11-16-15-9-10-29-19(15)8-7-17(16)22/h2-8,12-13H,9-11H2,1H3,(H,23,24)

Standard InChI Key:  DGXMYERPSYFYER-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
   13.4217  -19.8809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4217  -20.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1270  -21.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1270  -19.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8323  -19.8809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8368  -20.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6120  -20.9417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0867  -20.2808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6048  -19.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1270  -18.6509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8347  -18.2424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8347  -17.4252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8376  -15.7938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1275  -16.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1307  -17.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5458  -16.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5444  -17.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3179  -17.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7975  -16.6124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3203  -15.9532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4245  -17.4331    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.1268  -21.9185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7917  -22.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4040  -22.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7179  -21.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9908  -22.2147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9486  -23.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6395  -23.4760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3638  -23.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  2  0
  2  3  2  0
  3  6  1  0
  5  4  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  4 10  1  0
 10 11  1  0
 11 12  1  0
 12 17  2  0
 16 13  2  0
 13 14  1  0
 14 15  2  0
 15 12  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 16  1  0
 15 21  1  0
  3 22  1  0
 23 22  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4856056

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 390.42

Molecular Weight (Monoisotopic): 390.1604

AlogP: 3.58

#Rotatable Bonds: 5

Polar Surface Area: 67.58

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.03

CX LogP: 2.17

CX LogD: 2.17

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.56

Np Likeness Score: -1.48

References

1. Bagal SK, Gregson C, O' Donovan DH, Pike KG, Bloecher A, Barton P, Borodovsky A, Code E, Fillery SM, Hsu JH, Kawatkar SP, Li C, Longmire D, Nai Y, Nash SC, Pike A, Robinson J, Read JA, Rawlins PB, Shen M, Tang J, Wang P, Woods H, Williamson B..  (2021)  Diverse, Potent, and Efficacious Inhibitors That Target the EED Subunit of the Polycomb Repressive Complex 2 Methyltransferase.,  64  (23.0): [PMID:34807608] [10.1021/acs.jmedchem.1c01161]

Source

Source(1):

• Scientific Literature